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Method for synthesizing adiponitrile by isomerization liquid of 2-methyl-3-crotononitrile

A technology of isomerization and butene nitrile, applied in the field of synthesis of adiponitrile, can solve the problems of separation difficulty, increase of equipment cost and production cost, separation and purification of 3PN increase process flow and process complexity, etc., so as to reduce equipment cost and Production cost, effect of reducing poisoning

Active Publication Date: 2014-04-23
河南神马艾迪安化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] However, the separation and purification of 3PN from the isomerization liquid increases the complexity of the process flow and process, and increases the equipment cost and production cost. Poisoning, and the boiling points of 3PN and 2M3BN are close, so it is difficult to separate

Method used

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  • Method for synthesizing adiponitrile by isomerization liquid of 2-methyl-3-crotononitrile

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Experimental program
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Embodiment 1

[0023] 1) Add 2-methyl-3-butenenitrile, tri-o-cresyl phosphite, zero-valent nickel catalyst and aluminum trichloride into the isomerization reactor at a molar ratio of 50:10:1:1, and control The reaction pressure is 0.1Mpa, the reaction temperature is 100°C, and the heat preservation reaction is carried out for 8 hours to obtain the isomerization liquid; the isomerization liquid is analyzed for 3-pentenenitrile, 2-methyl-3-butenenitrile, tri-o-phosphite The mol ratio of cresyl ester, zero-valent nickel catalyst and aluminum chloride is 48:2:10:1:1;

[0024] 2) Add the isomerization solution and hydrocyanic acid obtained in step 1) into the secondary hydrocyanation reaction kettle, the molar ratio of hydrocyanic acid to 3-pentenenitrile in the isomerization solution is 1:1, and the reaction is controlled The pressure is 0.3Mpa, the reaction temperature is 80°C, and the heat preservation reaction is carried out for 4 hours. After the reaction is completed, the adiponitrile produ...

Embodiment 2

[0026] 1) Add 2-methyl-3-butenenitrile, tri-o-cresyl phosphite, zero-valent nickel catalyst and aluminum trichloride into the isomerization reactor at a molar ratio of 100:15:1:5, and control The reaction pressure is 0.1Mpa, the reaction temperature is 100°C, and the heat preservation reaction is carried out for 8 hours to obtain the isomerization liquid; the isomerization liquid is analyzed for 3-pentenenitrile, 2-methyl-3-butenenitrile, tri-o-phosphite The mol ratio of cresyl ester, zero-valent nickel catalyst and aluminum chloride is 95:5:15:1:5;

[0027] 2) Add the isomerization solution and hydrocyanic acid obtained in step 1) into the secondary hydrocyanation reaction kettle, the molar ratio of hydrocyanic acid to 3-pentenenitrile in the isomerization solution is 1:3, and the reaction is controlled The pressure is 0.3Mpa, the reaction temperature is 80°C, and the heat preservation reaction is carried out for 4 hours. After the reaction is completed, the adiponitrile prod...

Embodiment 3

[0029] 1) Add 2-methyl-3-butenenitrile, tri-o-cresyl phosphite, zero-valent nickel catalyst and aluminum trichloride into the isomerization reactor at a molar ratio of 80:10:1:2, and control The reaction pressure is 0.1Mpa, the reaction temperature is 100°C, and the heat preservation reaction is carried out for 8 hours to obtain the isomerization liquid; the isomerization liquid is analyzed for 3-pentenenitrile, 2-methyl-3-butenenitrile, tri-o-phosphite The mol ratio of cresyl ester, zero-valent nickel catalyst and aluminum chloride is 76:4:10:1:2;

[0030] 2) Add the isomerization solution and hydrocyanic acid obtained in step 1) into the secondary hydrocyanation reaction kettle, the molar ratio of hydrocyanic acid to 3-pentenenitrile in the isomerization solution is 1:5, and the reaction is controlled The pressure is 0.3Mpa, the reaction temperature is 80°C, and the heat preservation reaction is carried out for 4 hours. After the reaction is completed, the adiponitrile produ...

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Abstract

The invention discloses a method for synthesizing adiponitrile by isomerization liquid of 2-methyl-3-crotononitrile. The method comprises steps of (1) carrying out isomerization reaction on 2-methyl-3-crotononitrile in the presence of zero valent nickel catalyst, phosphorus-containing ligand and lewis acid so as to generate 3-pentenenitrile; (2) mixing the isomerization liquid obtained in step (1) with hydrocyanic acid for reaction so as to generate the product containing adiponitrile. In the presence of zero valent nickel catalyst, phosphorus-containing ligand and lewis acid, the 2-methyl-3-crotononitrile generates 3-pentenenitrile through isomerization reaction; as the composition of the isomerization liquid is relatively the same as the material for secondary hydrocyanic reaction, the method directly adopts the isomerization liquid and hydrocyanic acid for reaction so as to synthesize adiponitrile. Therefore, the method saves the step of separating and purifying 3-pentenenitrile from the isomerization liquid, thus greatly lowering equipment cost and production cost, and reducing poisoning caused by zero valent nickel catalyst and phosphorus-containing ligand.

Description

technical field [0001] The invention relates to the technical field of production of adiponitrile, and relates to a method for synthesizing adiponitrile by utilizing the isomerization liquid of 2-methyl-3-butenenitrile. Background technique [0002] The molecular formula of adiponitrile is CN (CH 2 ) 4 CN, abbreviated as ADN in English, is one of the most important raw materials for the production of new material nylon 66. Its properties are colorless oily liquid, slightly sweet, toxic and corrosive, and its density is 962g / cm 2 , melting point 1°C, boiling point 295°C (1atm). In addition, it also has broad applications in electronics, light industry and other organic synthesis fields. [0003] The synthesis of adiponitrile by the butadiene method mainly includes three steps of primary hydrocyanation, isomerization, and secondary hydrocyanation. The reaction equations of these three steps are as follows: [0004] [0005] Firstly, under the action of zero-valent nicke...

Claims

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Application Information

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IPC IPC(8): C07C255/04C07C253/10
Inventor 孙洪飞韩伟庞金强杜彩霞任权李世新陈聚良颜英杰龙晓钦
Owner 河南神马艾迪安化工有限公司